反应详情

温度

-20 °C

To a solution of N-(4-n-pentyloxybenzoyl)-N,O-dimethylhydroxylamine (4.52 g) in tetrahydrofuran (25 ml) was added 1.6 molar tetrahydrofuran solution of vinylmagnesium bromide (25.5 ml) at −50° C. dropwise and the mixture was stirred for 3 hours at −20° C. To the mixture was added 1N HCl (50 ml) dropwise and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate)=(8/2) to give 1-(4-n-pentyloxyphenyl)acrolein (2.40 g).

1. extractionthe mixture was extracted with ethyl acetate
2. customThe organic layer was separated
3. washwashed with brine
4. dry with materialdried over magnesium sulfate
5. customevaporated under reduced pressure
6. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate)=(8/2)